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Montgomery Hotel Guide - Hotels with Pool in Montgomery, New York

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Check availability on Montgomery Hotels with Pool

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Montgomery hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a red umbrella.
A bathroom with a toilet, a shower, and a wooden floor.
A small wooden cabin with a deck, outdoor seating, and a view of a lake.
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

1. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
€202
includes taxes & fees
29 Sept - 30 Sept
Historic Cabin with Pool & Fire Pit
A pool area with clear signage, including a 'NO DIVING' sign, and a 'SPA RULES' notice.
A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.
A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.
A hotel lobby with a seating area, a bar, and a view of the city.

2. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
  • Splash into comfort at this airport hotel's indoor oasis with plush loungers and spa-like relaxation.
€118
includes taxes & fees
4 Oct - 5 Oct
Courtyard by Marriott Newburgh Stewart Airport
A swimming pool with chairs and sun loungers, large windows, and a tiled wall with a wavy pattern.
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern hotel lobby with a fireplace, comfortable seating, and a television.
A modern bar area with a curved counter, bar stools, and a television screen.

3. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
  • Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
€109
includes taxes & fees
12 Oct - 13 Oct
Courtyard by Marriott Middletown Goshen
A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.
A gym with exercise equipment, treadmills, and weight machines.

4. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
€106
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn by Hilton Middletown
A hotel lobby with a reception desk, bar area, and a television displaying news.
A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.
A hotel room with a bed, desk, TV, and a sofa.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

5. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
  • Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions.
€152
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn & Suites Newburgh Stewart Airport
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A hotel lobby with a sofa, chairs, a coffee table, a desk, and a chandelier.
A conference room with rows of chairs, a long table, and a large window.
A hotel lobby with a reception desk, a sofa, a staircase, and a patterned carpet.

6. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
  • Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
€92
includes taxes & fees
18 Oct - 19 Oct
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
A pool area with a hot tub, a pool lift, and safety signs on the walls.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

7. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
  • Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
€138
includes taxes & fees
28 Sept - 29 Sept
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An indoor swimming pool with a 9-foot depth warning.
A modern hotel lobby with a large map mural, seating areas, and a reception desk.
A Simon Premium Outlet sign at Woodbury Commons.
A hotel with a central entrance pavilion, a flag, and a landscaped garden.

8. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
  • Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
€107
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Hotel & Suites Chester by IHG
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.
An indoor swimming pool with a tiled edge, surrounded by orange and teal chairs, and large windows allowing natural light.

9. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
  • Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
€181
includes taxes & fees
1 Oct - 2 Oct
Home2 Suites by Hilton Middletown
A spacious hotel lobby with a high ceiling, wooden beams, a large mural, and a seating area with a sofa and chairs.
A neatly made bed with white bedding and a pillow with the text "Be Our Guest." There are two bedside lamps on wooden nightstands, one on each side of the bed.
A living room with a sectional sofa, a wooden coffee table, a dining table with chairs, and a wall clock.
A bathroom with a granite countertop sink, a mirror, a towel rack with folded towels, a toilet paper holder, and a trash can.

10. Harvest Inn

Harvest Inn
Pine Bush
  • Seasonal outdoor pool creates an idyllic summer retreat near nature's breathtaking trails.
€163
includes taxes & fees
27 Sept - 28 Sept
Harvest Inn
View all properties

Choose what matters most at hotels with a pool in Montgomery

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Montgomery Hotel Reviews

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"I prefer a known quantity to unique, and Hampton Inn provides a fresh, clean hotel, a delicious breakfat bar with lots of hot and cold choices, and it was quiet. We swam in the pool twice in the afternoon during our 5 day stay, and had it to ourselves. I missed having a hot tub, as this property has the indoors pool but no tub."
Nancy 5-night trip
Posted 3 hours ago
Hampton Inn by Hilton New Paltz
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"The property is a bit dated and its a bit odd to have to drive to the Inn to check in but it was mostly OK. Very rustic at the lodge and no staff onsite"
Dean 1-night trip
Posted 19 hours ago
Overlook Lodge at Bear Mountain
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent
"Nice place, clean, lot of places to eat close by. Will stay here again."
Anthony 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Montgomery by IHG
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Very nice staff and very helpful. Clean and spacious rooms."
Ruby 1-night trip
Posted 3 days ago
Holiday Inn Express Poughkeepsie by IHG
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Non"
bhaeldin 2-night trip
Posted 12 days ago
Ramada by Wyndham Newburgh/West Point

Frequently asked questions

What are some accommodation options with pools in Montgomery?
Holiday Inn Express & Suites Montgomery by IHG: Hotel located near Resorts World Catskills. Provides a children's pool, an indoor pool and a water park. Super 8 by Wyndham Montgomery Maybrook: Features daily, an indoor pool and free self parking. The Kartrite Resort & Indoor Waterpark: Offers continental, an indoor pool and complimentary high-speed (wired) Internet access. Quality Inn Poughkeepsie: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool and a snack bar/deli. Sleep Inn & Suites Middletown - Goshen: Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool and a full-service spa.
What is there to see and do in Montgomery?
Explore places such as Woodbury Common Premium Outlets while you're in the area. The picturesque setting of Thomas Bull Memorial Park and Orange County Arboretum showcase the area's natural beauty. You'll also discover lots of options for restaurants in Montgomery.
When is the best time to book a hotel with a pool in Montgomery?
Taking the local weather in Montgomery into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Montgomery are January, February, March and April, with each month seeing an average of 16 cm of snowfall.